SmackDown vs RAW 2009

Head to the Road to Wrestlemania mode and select the Triple H's storyline.

You basically have 13 weeks left til Wrestlemania and are scheduled to roughly 1 match per week up until then. You need to work your way up to the last week and once you have done that the achievement will unlock. It really doesn't take all that long to do at all (Skipping the FMV's will also speed up the process).

At No Way Out you will be a special referee in a match between Randy Orton and Shawn Michaels. If Randy Orton wins the match you will go down the Evolution path, if Shawn Michaels wins you will go down the Degeneration X path so make sure you keep a save before No Way Out. Once you have completed one path, reload the save and make sure the other player wins so you can proceed down the path you didn't take last time. After both paths have been completed then you will unlock the achievement.

It would be a good idea to check the requirements of certain matches so as to unlock bonus content which will aide you in getting other achievements later on.